Journal of the American Chemical Society p. 8223 - 8228 (1988)
Update date:2022-08-10
Topics:
Baldwin, John E.
Prakash Reddy, V.
7-Methylocta-1,3(Z),5(Z)-triene isomerizes to 2-methylocta-2,4(Z),6(Z)-triene over the temperature range 60-115 deg C through a first order process characterized kinetically by the activation parameters log AH = 9.8 and EaH = 21.5 kcal/mol.Parallel kinetic work with the 7-deuterio-7-methyloctatriene establishes the Arrhenius parameters log AD = 10.3 and EaD = 23.5 kcal/mol.Thus AD/AH = 3.2 and (EaD-EaH) = 2.0 kcal/mol, and a substantial tunneling component for the <1,7> sigmatropic hydrogen migration is evident.
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